Fluspirilene

Base Information

• Chemical Name: Fluspirilene
• CAS No.: 1841-19-6
• Molecular Formula: C29H31 F2 N3 O
• Molecular Weight: 475.581
• Hs Code.: 2933990090
• European Community (EC) Number: 217-418-6
• UNII: C5QA4GLR9M
• DSSTox Substance ID: DTXSID7045152
• Nikkaji Number: J7.791G
• Wikipedia: Fluspirilene
• Wikidata: Q408300
• NCI Thesaurus Code: C171733
• Pharos Ligand ID: P7G2PKY655TM
• Metabolomics Workbench ID: 43630
• ChEMBL ID: CHEMBL46516
• Mol file: 1841-19-6.mol

Synonyms:Beta, Fluspirilen;Fluspi;Fluspirilen beta;Fluspirilen Lindo;Fluspirilene;Imap;kivat;Redeptin;Spirodiflamine

Chemical Property of Fluspirilene

Chemical Property:

• Vapor Pressure: 9.33E-18mmHg at 25°C
• Melting Point: 187.5-190°
• Boiling Point: 668.9°Cat760mmHg
• PKA: 15.05±0.20(Predicted)
• Flash Point: 358.3°C
• PSA: 35.58000
• Density: 1.25g/cm³
• LogP: 5.63710
• Storage Temp.: room temp
• Solubility.: DMSO: soluble
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 475.24351894
• Heavy Atom Count: 35
• Complexity: 653

Purity/Quality:

98%,99%, ^*data from raw suppliers

Fluspirilene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CCC12C(=O)NCN2C3=CC=CC=C3)CCCC(C4=CC=C(C=C4)F)C5=CC=C(C=C5)F
• Recent ClinicalTrials: Evaluation of the Necessity of Long-term Pharmacological Treatment With Antipsychotics in Schizophrenic Patients
• Recent EU Clinical Trials: English: Are Antipsychotics Neurotoxic or Neuroprotective? A Randomised Multicentre Longitudinal Study for Comparison of Two Therapy Strategies for the Treatment of Schizophrenia.
• Description: Fluspirilene is a potent, non-competitive antagonist of agonist-activated L-type calcium channels (IC50 = 0.03 μM). In addition to its use in research as a calcium channel blocker, fluspirilene has potential application as an antipsychotic in schizophrenia.
• Uses: This drug is primarily used for supportive therapy of patients suffering from chronic mental illnesses after treatment in the hospital. It is suitable for use in ambulatory practice because of the lack of expressed hypno-sedative effects. Fluspirilene has been used as a neuroleptic drug to study its effects on human ether-a-go-go related gene (HERG). Antipsychotic.
• Therapeutic Function: Tranquilizer

Technology Process of Fluspirilene

There total 12 articles about Fluspirilene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

8-[4,4-bis(4-fluorophenyl)-but-3-enyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one (1841-17-4) → fluspirilene (1841-19-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃; for 72h; under 1125.09 Torr;

DOI:10.1016/j.tet.2004.09.058

Reference yield: 70.0%

4,4'-(4-bromobutane-1,1-diyl)bis(fluorobenzene) (57668-61-8) + 1-Phenyl-1,3,8-triaza-spiro[4.5]decan-4-one (1021-25-6) → fluspirilene (1841-19-6)

Guidance literature:

With sodium carbonate; potassium iodide; In toluene; for 66h; Heating;

DOI:10.1016/S0040-4020(00)01151-0

Reference yield:

4,4'-Difluorobenzophenone (345-92-6) → fluspirilene (1841-19-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 91 percent / tetrahydrofuran / Heating

2: 99 percent / [Rh(cod)Cl]2 / dioxane / 65 h / 120 °C / 37503 Torr

3: 100 percent / HCl / ethanol / 4 h / Heating

4: 98 percent / H₂ / Pd/C / ethanol / 72 h / 20 °C / 1125.09 Torr

With hydrogenchloride; hydrogen; palladium on activated charcoal; chloro(1,5-cyclooctadiene)rhodium(I) dimer; In tetrahydrofuran; 1,4-dioxane; ethanol;

DOI:10.1016/j.tet.2004.09.058

upstream raw materials:

4,4'-(4-bromobutane-1,1-diyl)bis(fluorobenzene)

1-Phenyl-1,3,8-triaza-spiro[4.5]decan-4-one

8-[4,4-bis(4-fluorophenyl)-but-3-enyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one

α,α-bis(4-fluorophenyl)allyl alcohol

Refernces

• 1、 -. "METHODS FOR TREATING CHRONIC FATIGUE SYNDROME AND MYALGIC ENCEPHALOMYELITIS". . . Retrieved 2021/03/13.
• 2、 -. "DIPHENYLBUTYPIPERIDINE AUTOPHAGY INDUCERS". Page/Page column 7; 84-85. . Retrieved 2011/12/02.